diff --git a/modules/vulnerabilities/unix/local/sudobypass/files/sudo_1.8.10p3-1+deb8u5_amd64.deb b/modules/vulnerabilities/unix/local/sudobypass/files/sudo_1.8.10p3-1+deb8u5_amd64.deb
new file mode 100644
index 000000000..e67a696da
Binary files /dev/null and b/modules/vulnerabilities/unix/local/sudobypass/files/sudo_1.8.10p3-1+deb8u5_amd64.deb differ
diff --git a/modules/vulnerabilities/unix/local/sudobypass/manifests/install.pp b/modules/vulnerabilities/unix/local/sudobypass/manifests/install.pp
new file mode 100644
index 000000000..bdfef5f92
--- /dev/null
+++ b/modules/vulnerabilities/unix/local/sudobypass/manifests/install.pp
@@ -0,0 +1,29 @@
+class sudobypass::install {
+  Exec { path => ['/bin', '/usr/bin', '/usr/local/bin', '/sbin', '/usr/sbin'] }
+
+  $secgen_parameters = secgen_functions::get_parameters($::base64_inputs_file)
+  $leaked_filenames = $secgen_parameters['leaked_filenames']
+  $strings_to_leak = $secgen_parameters['strings_to_leak']
+
+  exec { 'open-sudo-bypass':
+    command => "echo 'ALL ALL=(ALL,!root) /bin/bash' >> /etc/sudoers"
+  }
+  -> file { '/tmp/sudo_1.8.10p3-1+deb8u5_amd64.deb':
+    ensure => file,
+    source => 'puppet:///modules/sudobypass/sudo_1.8.10p3-1+deb8u5_amd64.deb',
+  }
+  -> package { 'downgrade sudo':
+    ensure   => installed,
+    provider => dpkg,
+    source   => '/tmp/sudo_1.8.10p3-1+deb8u5_amd64.deb'
+  }
+
+  # Leak a file containing a string/flag to /root/
+  ::secgen_functions::leak_files { 'sudoedit-file-leak':
+    storage_directory => '/root',
+    leaked_filenames => $leaked_filenames,
+    strings_to_leak => $strings_to_leak,
+    leaked_from => "sudoedit",
+    mode => '0600'
+  }
+}
diff --git a/modules/vulnerabilities/unix/local/sudobypass/secgen_metadata.xml b/modules/vulnerabilities/unix/local/sudobypass/secgen_metadata.xml
new file mode 100644
index 000000000..d542b48e2
--- /dev/null
+++ b/modules/vulnerabilities/unix/local/sudobypass/secgen_metadata.xml
@@ -0,0 +1,77 @@
+<?xml version="1.0"?>
+
+<vulnerability xmlns="http://www.github/cliffe/SecGen/vulnerability"
+    xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance"
+    xsi:schemaLocation="http://www.github/cliffe/SecGen/vulnerability">
+    <name>Sudo Bypass</name>
+    <author>James Davis</author>
+    <module_license>MIT</module_license>
+    <description>In Sudo before 1.8.28, an attacker with access to a Runas ALL sudoer account can
+        bypass certain policy blacklists and session PAM modules, and can cause incorrect logging,
+        by invoking sudo with a crafted user ID. For example, this allows bypass of !root
+        configuration, and USER= logging, for a "sudo -u \#$((0xffffffff))" command.
+    </description>
+
+    <type>local_priv_escal</type>
+    <privilege>root_rwx</privilege>
+    <access>local</access>
+    <platform>linux</platform>
+    <difficulty>medium</difficulty>
+
+    <read_fact>strings_to_leak</read_fact>
+    <read_fact>leaked_filenames</read_fact>
+
+    <default_input into="strings_to_leak">
+        <generator type="flag_generator" />
+    </default_input>
+
+    <default_input into="leaked_filenames">
+        <generator type="filename_generator" />
+    </default_input>
+
+    <default_input into="unix_username">
+        <generator type="username_generator" />
+    </default_input>
+
+    <default_input into="used_password">
+        <value>tiaspbiqe2r</value>
+    </default_input>
+
+    <conflict>
+        <name>.*Stretch.*</name>
+    </conflict>
+    <conflict>
+        <name>.*Kali.*</name>
+    </conflict>
+    <conflict>
+        <name>.*Windows.*</name>
+    </conflict>
+    <conflict>
+        <name>.*Ubuntu.*</name>
+    </conflict>
+
+    <cve>CVE-2019-14287</cve>
+    <cvss_base_score>8</cvss_base_score>
+    <cvss_vector>AV:N/AC:L/Au:N/C:C/I:C/A:C</cvss_vector>
+    <reference>https://www.exploit-db.com/exploits/47502</reference>
+    <software_name>Sudo</software_name>
+    <software_license>Misc</software_license>
+
+    <CyBOK KA="MAT" topic="Attacks and exploitation">
+        <keyword>EXPLOITATION</keyword>
+        <keyword>EXPLOITATION FRAMEWORKS</keyword>
+    </CyBOK>
+    <CyBOK KA="SS" topic="Categories of Vulnerabilities">
+        <keyword>CVEs and CWEs</keyword>
+    </CyBOK>
+    <CyBOK KA="SOIM" topic="PENETRATION TESTING">
+        <keyword>PENETRATION TESTING - SOFTWARE TOOLS</keyword>
+        <keyword>PENETRATION TESTING - ACTIVE PENETRATION</keyword>
+    </CyBOK>
+    <CyBOK KA="AB" topic="Models">
+        <keyword>kill chains</keyword>
+    </CyBOK>
+    <CyBOK KA="MAT" topic="Malicious Activities by Malware">
+        <keyword>cyber kill chain</keyword>
+    </CyBOK>
+</vulnerability>
\ No newline at end of file
diff --git a/modules/vulnerabilities/unix/local/sudobypass/sudobypass.pp b/modules/vulnerabilities/unix/local/sudobypass/sudobypass.pp
new file mode 100644
index 000000000..45f059790
--- /dev/null
+++ b/modules/vulnerabilities/unix/local/sudobypass/sudobypass.pp
@@ -0,0 +1 @@
+include sudobypass::install